1-bromo-4,8-dimethyl-3,7-nonadiene | 57419-14-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-bromo-4,8-dimethyl-3,7-nonadiene
• 英文别名: Homogeranylbromid；9-Brom-2,6-dimethyl-2,6-nonadien；9-bromo-2,6-dimethyl-nona-2,6-diene；9-Bromo-2,6-dimethylnona-2,6-diene
• CAS: 57419-14-4
• 化学式: C₁₁H₁₉Br
• 分子量: 231.176
• InChiKey: VUHRDQPTNUIRMC-UHFFFAOYSA-N

物化性质

• 沸点：
  64 °C(Press: 0.4 Torr)
• 密度：
  1.100±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-bromo-4,8-dimethyl-3,7-nonadiene 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到homoneryl azide
  参考文献：
  名称：

  Potent Triazole Bisphosphonate Inhibitor of Geranylgeranyl Diphosphate Synthase

  摘要：

  Studies of triazole bisphosphonates have resulted in identification of a potent inhibitor of geranylgeranyl diphosphate synthase (IC50 = 45 nM) with very good selectivity for this enzyme over farnesyl diphosphate synthase (IC50 = 28 mu M). This compound also potently disrupts geranylgeranylation and induces cytotoxicity in human myeloma cells at submicromolar levels, suggesting that it may serve as a lead compound for treatment of malignancies characterized by excessive protein secretion.

  DOI：

  10.1021/acsmedchemlett.5b00334
• 作为产物：
  描述：

  2-环丙基-6-甲基-庚-5-烯-2-醇 在 氢溴酸 作用下， 生成 1-bromo-4,8-dimethyl-3,7-nonadiene
  参考文献：
  名称：

  Biernacki,W.; Sobotka,W., Roczniki Chemii, 1977, vol. 51, p. 979 - 983

  摘要：

  DOI：

文献信息

• Parr, William J. E., Journal of Chemical Research, Miniprint, 1981, # 11, p. 4101 - 4130
  作者：Parr, William J. E.

  DOI：——

  日期：——
• Modification of the Method of Julia for the Preparation of Homoallylic Bromides and Iodides
  作者：Władysław Biernacki、Andrzej Gdula

  DOI：10.1055/s-1979-28543

  日期：——
• Weber, Walter; Kraus, Wolfgang; Spitzner, Dietrich, Chemische Berichte, 1980, vol. 113, # 1, p. 385 - 390
  作者：Weber, Walter、Kraus, Wolfgang、Spitzner, Dietrich

  DOI：——

  日期：——
• Potent Triazole Bisphosphonate Inhibitor of Geranylgeranyl Diphosphate Synthase
  作者：Veronica S. Wills、Cheryl Allen、Sarah A. Holstein、David F. Wiemer

  DOI：10.1021/acsmedchemlett.5b00334

  日期：2015.12.10

  Studies of triazole bisphosphonates have resulted in identification of a potent inhibitor of geranylgeranyl diphosphate synthase (IC50 = 45 nM) with very good selectivity for this enzyme over farnesyl diphosphate synthase (IC50 = 28 mu M). This compound also potently disrupts geranylgeranylation and induces cytotoxicity in human myeloma cells at submicromolar levels, suggesting that it may serve as a lead compound for treatment of malignancies characterized by excessive protein secretion.
• Biernacki,W.; Sobotka,W., Roczniki Chemii, 1977, vol. 51, p. 979 - 983
  作者：Biernacki,W.、Sobotka,W.

  DOI：——

  日期：——